The use of some non-conventional methods in chemistry of bicyclohomofarnesenic methyl esters
Закрыть
Articolul precedent
Articolul urmator
836 3
Ultima descărcare din IBN:
2023-10-01 17:25
SM ISO690:2012
LUNGU, Lidia, CIOCARLAN, Alexandru, ARICU, Aculina, BÎRCA, Natalia. The use of some non-conventional methods in chemistry of bicyclohomofarnesenic methyl esters. In: Achievements and perspectives of modern chemistry, 9-11 octombrie 2019, Chişinău. Chisinau, Republic of Moldova: Tipografia Academiei de Ştiinţe a Moldovei, 2019, p. 53. ISBN 978-9975-62-428-2.
EXPORT metadate:
Google Scholar
Crossref
CERIF

DataCite
Dublin Core
Achievements and perspectives of modern chemistry 2019
Conferința "International Conference "Achievements and perspectives of modern chemistry""
Chişinău, Moldova, 9-11 octombrie 2019

The use of some non-conventional methods in chemistry of bicyclohomofarnesenic methyl esters


Pag. 53-53

Lungu Lidia1, Ciocarlan Alexandru1, Aricu Aculina1, Bîrca Natalia2
 
1 Institute of Chemistry,
2 Tiraspol State University
 
 
Disponibil în IBN: 4 noiembrie 2019


Rezumat

The non-conventional methods of synthesis belong to green chemistry and offer many advantages. The microwave and ultrasound irradiation, as well as electrochemical and photochemical transformations often lead to desired results through nonspecific mechanisms, reduces the cost, increase yields and exclude the use of reagents, or the formation of toxic reaction products. Since being obtained by the Stoll method from commercially available (+)-sclareolide [1], esters 1-3 have been noted as an important starting material for the synthesis of new compounds or natural analogues from the homodrimanic or drimanic series [2-4]. The disadvantage of this method, however, lies in the too long duration of the transesterification-dehydration reaction (96h). Bicyclohomofarnesenic methyl esters 1-3 and products of their electrochemical and photochemical transformations 4-8. Using microwave irradiation (MeOH, H2SO4, MW, 15'), we managed to obtain compounds 1-3, in just 15 minutes, with the same yield and co-ratio of the products. Further, an exhaustive study of the anodic oxidation reaction of esters 1-3 (LiClO4, MeOH, e, 6h) was performed. Additionally to previously reported compounds 4 and 5 [5], a series of minor compounds 6-8 were isolated from the reaction mixture and characterized (Figure 1). The sensitized photooxidation of esters 1-3 mixture (DCM, TPP, hv, 7h) lead to new isomeric hydroperoxydes 9 and 10. In continuation, by means of standard methods, these compounds were converted in corresponding alcohols and acetates. The structures of all synthetized compounds were fully confirmed by spectral methods of analysis.